論文

査読有り 筆頭著者 責任著者
2001年7月

Synthesis of 5-deoxy-5-phosphinyl-D-galactopyranose derivatives: New phospha-sugar analogs of D-galactose

HETEROCYCLES
  • T Hanaya
  • ,
  • K Sugiyama
  • ,
  • Y Fujii
  • ,
  • A Akamatsu
  • ,
  • H Yamamoto

55
7
開始ページ
1301
終了ページ
1309
記述言語
英語
掲載種別
研究論文(学術雑誌)
出版者・発行元
PERGAMON-ELSEVIER SCIENCE LTD

The addition reaction of dimethyl phosphonate to 3,6-di-O-benzyl-1,2-O-isopropylidene-alpha -L-arabino-hexofuranos-5-ulose (11), followed by deoxygenation of 5-hydroxyl group, provided 5-deoxy-5-dimethoxyphosphinyl-D-galactofuranose derivative (13a). Reduction of 13a with sodium dihydrobis(2-methoxyethoxy)aluminate, followed by the action of hydrochloric acid and then hydrogen peroxide, afforded the first D-galactopyranose analog (15) having a phosphinyl group in the hemiacetal ring. This was converted into the 1,2,4-tri-O-acetyl-5-methoxyphosphinyl derivatives (16), whose structure and conformation were established by H-1-NMR spectroscopy.

リンク情報
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000170864800010&DestApp=WOS_CPL
ID情報
  • ISSN : 0385-5414
  • Web of Science ID : WOS:000170864800010

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